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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454055Generated: October 30, 2026

7-Benzyloxy-6-methoxy-4-(2-methylindol-5-yloxy)quinazoline → 7-hydroxy-6-methoxy-4-(2-methyl-1H-indol-5-yloxy)quinazoline

https://huagongshe.com/reaction/454055

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-Benzyloxy-6-methoxy-4-(2-methylindol-5-yloxy)quinazolineHCID 22030804—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product7-hydroxy-6-methoxy-4-(2-methyl-1H-indol-5-yloxy)quinazolineHCID 13576310889%

Reaction Steps

A solution of 7-benzyloxy-6-methoxy-4-(2-methylindol-5-yloxy)quinazoline (0.2 g, 0.5 mmol), (prepared as described in Example 48), in a mixture of methylene chloride (5 ml) and DMF (2 ml) containing 10% palladium-on-charcoal (50 mg) was treated with hydrogen at 1.8 atmospheres pressure for 2 hours. The suspension was filtered and the catalyst was washed with methanol followed by methylene chloride. The volatiles were removed from the filtrate by evaporation. The residue was triturated with water. The resulting solid was washed with water and dried under vacuum over phosphorus pentoxide at 60° C. to give 7-hydroxy-6-methoxy-4-(2-methylindol-5-yloxy)quinazoline (140 mg, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-12f5a6baa50e4d0abd19fba7d3906f3a
Source noteuspto-grants-2013_07